My adventures humping my pillow
I do not remember the exact time I realized playing with my penis makes it hard. I also do not remember the first time I realized rubbing it makes be tingle. After I did realize it I was always rubbing and playing with my cock. I had a neighbor and we played with each other a few times and he taught me to hump his bottom and then I would do him. One time I did it long enough to get the tingle – I was hooked.
I wanted more “tingles” when he wasn’t around and found my pillow was the best substitute. I like to hang my head over the bed and grind my penis forever. Then one day I was humping the pillow and I came. It was my first orgasm. I had heard about it but never saw it nor new exactly until that moment. This complicates things – I can’t have stains on my pillow.
The solution was a t-shirt. It was soft and served as a perfect catcher to my increasing puddle of cum. The quickly developed a problem – the dried up cum was hard and I needed a replacement. I found a towel that was frayed and it became my perfect receiver. I hid it between my mattress and box spring. Of course, I never thought that when my mother made the bed she found it and would put it back each week without me being the wiser.
Whenever I was in my room (split level house with my room in the “attic” separate from everyone else. It was like a small sweet – double bed, twin bed, desk and plenty of room besides.
One day three of my friends came over and we got a playboy. One thing led to another and we all took our pants down and started playing with our cocks. I was on my bed humping and watching the three other on their backs jerking their cocks. I had never seen that before and as they came so did I. I decided to try it their way the next time I decided to masturbate.
Later that evening, I started to jerk my cock for the first time. After I Came I rested for the usual 20 minutes and was hard again and humped myself to a nice cum and I went to sleep.
I would gradually leave humping for jerking – returning every now and then. I think I might try it tonight – some 50 years after the first time I humped my pillow.
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